Neoquassine

For research use only. Not for therapeutic Use.

  • CAT Number: I033172
  • CAS Number: 76-77-7
  • Molecular Formula: C22H30O6
  • Molecular Weight: 390.476
  • Purity: 98%
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Neoquassine (Cat.No:I033172) is a synthetic quinoline alkaloid used as an antimalarial and antiparasitic agent. It is derived from the bark of the Cinchona tree. Neoquassine acts by inhibiting the growth of Plasmodium parasites, the causative agents of malaria. It is also used to treat certain protozoal infections and has shown potential in anticancer research.


Catalog Number I033172
CAS Number 76-77-7
Synonyms

Neoquassine

Molecular Formula C22H30O6
Purity 98%
Target Disease Research Fields
Solubility Soluble in DMSO
Appearance Solid powder
Storage Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
IUPAC Name Picrasa-2,12-diene-1,11-dione, 16-hydroxy-2,12-dimethoxy- (9CI)
InChI InChI=1S/C22H30O6/c1-10-7-14(26-5)20(25)22(4)12(10)8-15-21(3)13(9-16(23)28-15)11(2)18(27-6)17(24)19(21)22/h7,10,12-13,15-16,19,23H,8-9H2,1-6H3/t10-,12+,13+,15-,16?,19+,21-,22+/m1/s1
InChIKey BDQNCUODBJZKIY-NUPPOKJBSA-N
SMILES C[C@@H]([C@@]1(C[C@]2(OC(O)C[C@]([C@]2([C@]3([C@@]41C)[H])C)(C(C)=C(OC)C3=O)[H])[H])[H])C=C(OC)C4=O
Reference

1: Nishizaki Y, Tada A, Ishizuki K, Ito Y, Onoda A, Sugimoto N, Akiyama H. [Development of a Novel Method for Quantifying Quassin and Neoquassin in Jamaica Quassia Extracts Using the Molar Absorption Coefficient Ratio]. Shokuhin Eiseigaku Zasshi. 2015;56(5):185-93. doi: 10.3358/shokueishi.56.185. Japanese. PubMed PMID: 26537647.
2: Sarais G, Cossu M, Vargiu S, Cabras P, Caboni P. Liquid chromatography electrospray ionization tandem mass spectrometric determination of quassin and neoquassin in fruits and vegetables. J Agric Food Chem. 2010 Mar 10;58(5):2807-11. doi: 10.1021/jf903953z. PubMed PMID: 20196620.
3: Shields M, Niazi U, Badal S, Yee T, Sutcliffe MJ, Delgoda R. Inhibition of CYP1A1 by Quassinoids found in Picrasma excelsa. Planta Med. 2009 Feb;75(2):137-41. doi: 10.1055/s-0028-1088350. Epub 2008 Nov 18. PubMed PMID: 19016402.
4: Sugimoto N, Sato K, Yamazaki T, Tanamoto K. [Analysis of constituents in Jamaica quassia extract, a natural bittering agent]. Shokuhin Eiseigaku Zasshi. 2003 Dec;44(6):328-31. Japanese. PubMed PMID: 15038116.
5: Houël E, Bertani S, Bourdy G, Deharo E, Jullian V, Valentin A, Chevalley S, Stien D. Quassinoid constituents of Quassia amara L. leaf herbal tea. Impact on its antimalarial activity and cytotoxicity. J Ethnopharmacol. 2009 Oct 29;126(1):114-8. doi: 10.1016/j.jep.2009.07.037. Epub 2009 Aug 7. PubMed PMID: 19665539.
6: Novello CR, Ferreira AG, Marques LC, Cortez DA. Quassinoids from Picrasma crenata. Nat Prod Res. 2003 Jun;17(3):145-8. PubMed PMID: 12737395.
7: Lang’at-Thoruwa C, Kirby GC, Phillipson JD, Warhurst DC, Watt RA, Wright CW. Enhancement of the antiplasmodial activity of quassin by transformation into a gamma-lactone. J Nat Prod. 2003 Nov;66(11):1486-9. PubMed PMID: 14640524.
8: Mishra K, Chakraborty D, Pal A, Dey N. Plasmodium falciparum: in vitro interaction of quassin and neo-quassin with artesunate, a hemisuccinate derivative of artemisinin. Exp Parasitol. 2010 Apr;124(4):421-7. doi: 10.1016/j.exppara.2009.12.007. Epub 2009 Dec 29. PubMed PMID: 20036657.
9: Tada A, Sugimoto N, Sato K, Akiyama T, Asanoma M, Yun YS, Yamazaki T, Tanamoto K. [Examination of original plant of Jamaica quassia extract, a natural bittering agent, based on composition of the constituents]. Shokuhin Eiseigaku Zasshi. 2009 Feb;50(1):16-21. Japanese. PubMed PMID: 19325221.

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